8-endo-Cyclization of (alkoxycarbonyl) methyl radicals generated from bromoacetates

E Lee, CH Yoon, TH Lee

Index: Lee, Eun; Yoon, Hwan Cheol; Lee, Tae Hee Journal of the American Chemical Society, 1992 , vol. 114, # 27 p. 10981 - 10983

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Citation Number: 28

Abstract

8. 8b (25%) 8c (25%) 8d (23%) 8.(25"%) ob (44 x) Oc (14%) W (28%) trinsically favored pathway for (alkoxycarbony1) methyl radicals. Next, substrates 7a-9a were reacted under the same conditions for 5-exo/8-endo competition experiments (Table 11). In the event, cyclization of radicals from bromoacetates 7a-9a proceeded exclusively in the 8-endo mode to yield eight-membered lactones 7b and 8c. Bridged lactones 7c, &I, and 9c9 were also ...

~38%

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